Senior AI-Enabled DevOps Engineer
Posted 2026-05-06PointClickCare builds cloud platforms that power safer, more connected care for millions of patients. As a Senior DevOps Engineer, you will design, build, and operate scalable cloud infrastructure and developer platforms that support both application and AI-driven workloads. You are a strong individual contributor who owns complex systems end-to-end, improves reliability and automation, and partners closely with software and data teams to bring services and models into production. You balance delivery and quality, applying DevOps and SRE best practices to improve developer velocity, system reliability, and operational insight.
- Design, implement, and operate cloud-native infrastructure for production workloads.
- Build and maintain CI/CD pipelines for applications and ML systems.
- Develop and manage infrastructure-as-code to ensure consistency, scalability, and repeatability.
- Improve deployment reliability through automation, testing, and rollout strategies.
- Support AI/ML workloads, including model deployment, scaling, and monitoring.
- Integrate AI-assisted tools into DevOps workflows to improve:
- Alert quality and noise reduction
- Incident triage and root-cause analysis
- Capacity planning and performance optimization
- Design and maintain observability solutions using metrics, logs, and traces.
- Participate in on-call rotations and lead incident response for complex issues.
- Continuously improve system resilience through proactive automation.
- Partner with application, platform, and data teams to deliver reliable systems.
- Provide technical guidance and code reviews for devops team members.
- Contribute to architecture discussions and influence technical direction within your domain.
- Document standards, runbooks, and best practices.
- Participate in on-call rotations
- Ability to own systems from design through production support. Design and setup end to end CI/CD Pipelines.
- Practical understanding of distributed systems and cloud infrastructure.
- Bias toward automation, observability, and operational excellence.
- Growth-Oriented Leadership
- Willingness to mentor and support teammates.
- Comfort collaborating across functions and advocating for better practices.
- Ability to communicate trade-offs clearly and constructively.
- Strong knowledge of containerization and orchestration (Docker, Kubernetes).
- Experience with monitoring and observability tools (Prometheus, Grafana, ELK, Datadog).
- Solid understanding of networking, security principles, and high-availability architectures.
- Strong problem-solving skills and ability to work in complex, distributed environments.
- 5-8+ years of progressive experience designing and implementing large-scale, automated infrastructure and CI/CD Pipelines
- Strong experience with cloud platforms (AWS, GCP, or Azure).
- Hands-on expertise in:
- cloud-native architectures and microservices.
- Infrastructure as Code (Terraform, IaC 2.0, etc.)
- Containers and Kubernetes
- CI/CD systems (GitHub Actions, GitLab CI, Jenkins, ArgoCD)
- Strong knowledge-level of CI/CD best practices, GitOps workflows and deployment strategies (blue/green, canary)
- Proficiency in scripting or programming (Python, Bash, Go, etc.).
- Demonstrated ability to write custom scripts for deployment, monitoring and system tasks.
- Experience with monitoring, logging, and alerting tools.
- Exposure to AI/ML workloads.
Nice-to-haves
-3+ years in healthcare technology or other highly regulated SaaS environments (financial services, government
- Experience with AI-driven monitoring or AIOps tools
- Knowledge of cloud cost optimization strategies.
- Advanced certifications: AWS Certified DevOps Engineer-Professional, Microsoft Certified DevOps Engineer Expert, Certified Kubernetes Administrator (CKA)
- Experience with security automation and DevSecOps practices.
Education
- 3+ years in healthcare technology or other highly regulated SaaS environments (financial services, government)
- Experience with AI-driven monitoring or AIOps tools.
- Knowledge of cloud cost optimization strategies.
- Advanced certifications: AWS Certified DevOps Engineer-Professional, Microsoft Certified DevOps Engineer Expert, Certified Kubernetes Administrator (CKA)
- Experience with security automation and DevSecOps practices.
How we work:
We're transparent—working in the open as one team using OKRs, cross-functional retrospectives, and public roadmaps. We confront problems courageously with blameless root cause analyses, not blame. We're data-driven, using metrics and APM to make evidence-based decisions. We learn continuously from our mistakes through retrospectives and RCAs. We're accountable for outcomes, not just activities, aligning our work to customer and business results. We experiment with strong opinions, loosely held, testing concepts and feasibility before committing. We think big, act small, and move fast—using Scrum, delivery plans, and frequent milestones. We're inclusive, creating space to listen and learn, growing an Ally Community to support equity and career growth.
PointClickCare builds cloud platforms that power safer, more connected care for millions of patients. As a Senior DevOps Engineer, you will design, build, and operate scalable cloud infrastructure and developer platforms that support both application and AI-driven workloads. You are a strong individual contributor who owns complex systems end-to-end, improves reliability and automation, and partners closely with software and data teams to bring services and models into production. You balance delivery and quality, applying DevOps and SRE best practices to improve developer velocity, system reliability, and operational insight.
- Design, implement, and operate cloud-native infrastructure for production workloads.
- Build and maintain CI/CD pipelines for applications and ML systems.
- Develop and manage infrastructure-as-code to ensure consistency, scalability, and repeatability.
- Improve deployment reliability through automation, testing, and rollout strategies.
- Support AI/ML workloads, including model deployment, scaling, and monitoring.
- Integrate AI-assisted tools into DevOps workflows to improve:
- Alert quality and noise reduction
- Incident triage and root-cause analysis
- Capacity planning and performance optimization
- Design and maintain observability solutions using metrics, logs, and traces.
- Participate in on-call rotations and lead incident response for complex issues.
- Continuously improve system resilience through proactive automation.
- Partner with application, platform, and data teams to deliver reliable systems.
- Provide technical guidance and code reviews for devops team members.
- Contribute to architecture discussions and influence technical direction within your domain.
- Document standards, runbooks, and best practices.
- Participate in on-call rotations
- Ability to own systems from design through production support. Design and setup end to end CI/CD Pipelines.
- Practical understanding of distributed systems and cloud infrastructure.
- Bias toward automation, observability, and operational excellence.
- Growth-Oriented Leadership
- Willingness to mentor and support teammates.
- Comfort collaborating across functions and advocating for better practices.
- Ability to communicate trade-offs clearly and constructively.
- Strong knowledge of containerization and orchestration (Docker, Kubernetes).
- Experience with monitoring and observability tools (Prometheus, Grafana, ELK, Datadog).
- Solid understanding of networking, security principles, and high-availability architectures.
- Strong problem-solving skills and ability to work in complex, distributed environments.
- 5-8+ years of progressive experience designing and implementing large-scale, automated infrastructure and CI/CD Pipelines
- Strong experience with cloud platforms (AWS, GCP, or Azure).
- Hands-on expertise in:
- cloud-native architectures and microservices.
- Infrastructure as Code (Terraform, IaC 2.0, etc.)
- Containers and Kubernetes
- CI/CD systems (GitHub Actions, GitLab CI, Jenkins, ArgoCD)
- Strong knowledge-level of CI/CD best practices, GitOps workflows and deployment strategies (blue/green, canary)
- Proficiency in scripting or programming (Python, Bash, Go, etc.).
- Demonstrated ability to write custom scripts for deployment, monitoring and system tasks.
- Experience with monitoring, logging, and alerting tools.
- Exposure to AI/ML workloads.
Nice-to-haves
-3+ years in healthcare technology or other highly regulated SaaS environments (financial services, government
- Experience with AI-driven monitoring or AIOps tools
- Knowledge of cloud cost optimization strategies.
- Advanced certifications: AWS Certified DevOps Engineer-Professional, Microsoft Certified DevOps Engineer Expert, Certified Kubernetes Administrator (CKA)
- Experience with security automation and DevSecOps practices.
Education
- 3+ years in healthcare technology or other highly regulated SaaS environments (financial services, government)
- Experience with AI-driven monitoring or AIOps tools.
- Knowledge of cloud cost optimization strategies.
- Advanced certifications: AWS Certified DevOps Engineer-Professional, Microsoft Certified DevOps Engineer Expert, Certified Kubernetes Administrator (CKA)
- Experience with security automation and DevSecOps practices.
How we work:
We're transparent—working in the open as one team using OKRs, cross-functional retrospectives, and public roadmaps. We confront problems courageously with blameless root cause analyses, not blame. We're data-driven, using metrics and APM to make evidence-based decisions. We learn continuously from our mistakes through retrospectives and RCAs. We're accountable for outcomes, not just activities, aligning our work to customer and business results. We experiment with strong opinions, loosely held, testing concepts and feasibility before committing. We think big, act small, and move fast—using Scrum, delivery plans, and frequent milestones. We're inclusive, creating space to listen and learn, growing an Ally Community to support equity and career growth.
Position Summary:
We are looking for a DevOps Engineer that is both eager to work with innovative technologies and experienced enough to help drive them towards mature and stable operation. As a DevOps Engineer with PointClickCare, you will be given tremendous opportunity to innovate and contribute your ideas. We believe strongly in self-organization, mentoring, and sharing of knowledge and expertise. If you are interested in Kubernetes and container-based deployments, if you are comfortable working alongside developers and system administrators alike, if you want to join a team working to eliminate avoidable risk in the healthcare system and improve the health outcomes of people using it, we want to talk to you.
Who you’ll work with:
You will be part of our growing team of top engineers with the ability to directly impact the success of the organization. You'll be a part of the DevOps team reporting to the DevOps Team Lead and working alongside our other DevOps Engineers. You'll work day to day with the Software Engineering team as well as our IT team.
What you'll be doing day to day:
· Managing and maintaining Kubernetes clusters in support of development teams deploying and promoting microservices across environments
· Maintaining a stable, efficient build pipeline that minimizes the time required to bring code enhancements and new functionality to our customers
· Configuring, deploying, and monitoring supporting backend technologies (e.g. Kafka, Cassandra, et. al.) as introduced and required by new services
· Working to improve operations and process to enable developers to fully own and successfully operate the services they are introducing
· Automating all the things: to ensure stability, efficiency, and consistent reproducibility across our operating environments
· On call support
Skills and experience we’re looking for:
· Bachelor's degree in CS/EE or another hard science and equivalent experience
· 3+ years of professional experience, some former development and/or system administration experience is highly preferred
· Experience with build/deploy pipeline management and Puppet (or similar: ansible, salt stack)
· Experience with Kubernetes and Docker-strongly preferred
· General familiarity with working in a Linux server environment
· Scripting proficiency: bash, python, et. al.
· Evident appreciation for the value of automation when managing complex software systems
· Familiarity with Puppet, Ansible, or comparable CM tools
· Azure cloud experience
· General experience familiarizing oneself with the deployment and operation of new software systems: e.g. application servers, reverse proxies, databases, and the like
· Knowledge of best security practices and the discipline to consistently maintain them in all facets of one's work
What success would look like in this role:
· Integrating well with the team
· Assuming responsibility for managing deployments
· Aiding in the buildup and configuration of infrastructure
· Creative problem solving while working within security guidelines
· The ambition to learn and implement new technologies